This fall, the quintessential footwear for any self-respecting urban warrior is a pair of rugged boots, and the more beat-up they look, the better. With their faded-in-all-the-right-places canvas upper and their black leather trim, these tough-looking Timberland boots have a seriously badass vibe.

On your days off, tuck the bottom of your pants into these boots and leave the laces undone for the ultimate devil-may-care style. Then, simply add a swagger to your walk and watch as women go wild for your ultra-masculine fashion sense. To take things in a more bucolic direction, team these boots with distressed denim and a Fair Isle sweater.

There are several features about these Timberland boots that make them stand apart from similar models. To begin, the boots are largely made from a durable canvas fabric but the toe is encased in leather to help keep your toes dry during rainy periods. Plus, a wood and rubber sole provide good traction in case things get extra mucky.

Additionally, care was evidently taken in designing and constructing these Timberland boots, suggesting a back-to-our-roots mindset concordant with the season’s emphasis on war-time practicality. Finally, subtle details, such as a reinforcing silver button, add to the armor-like nature of these boots that are desirable for both city and country living.

If you’ve owned Timberland footwear before, you can attest to its high quality. Strangers to the label, which was founded in New England in 1952, should know that Timberland built its reputation on footwear that was made to withstand difficult conditions. Often favored for outdoor work, Timberland shoes can hold up in harsh environments, and they’re comfortable, too. Even though the urban warrior trend may come and go, you’ll still want to keep these all-terrain Timberland boots in your wardrobe for camping or outdoor excursions.